CAS 113-18-8|1-chloro-3-ethylpent-1-en-4-yn-3-ol|1-chloro-3-ethylpent-1-en-4-yn-3-ol|Ethchlorvynol|Nromoson|Serensil|Ethchlorvinyl|Ethochlorvynol|Ethychlorvynol|Arvynol|Ethclorvynol|Aethyl-chlorvyno...

General Information

Structure

Molecular Formula

C₇H₉ClO

Molecular Mass

144.59876

Exact Mass

144.03419259

Charge

InChI

InChI=1S/C7H9ClO/c1-3-7(9,4-2)5-6-8/h1,5-6,9H,4H2,2H3/b6-5+

InChIKey

ZEHYJZXQEQOSON-AATRIKPKSA-N

Canonic Smiles

CCC(C#C)(/C=C/Cl)O

Isomeric Smiles

Cl/C=C/C(O)(CC)C#C

Calculated Properties

JChem

Acid pKa

12.877911

H Acceptors

H Donor

LogD (pH = 5.5)

1.6208194

LogD (pH = 7.4)

1.620818

Log P

1.6208194

Molar Refractivity

38.6382

Polarizability

14.74078

Polar Surface Area

20.23

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

1.45

LOG S

-3.0

Solubility (Water)

1.43e-01 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC Traditional name

1-chloro-3-ethylpent-1-en-4-yn-3-ol ethchlorvynol

IUPAC name

1-chloro-3-ethylpent-1-en-4-yn-3-ol (1E)-1-chloro-3-ethylpent-1-en-4-yn-3-ol

Synonyms

EthchlorvynolAethyl-chlorvynolEthchlorvinylEtchlorvinoloEthochlorvynolEthychlorvynolEthchlorvinolEthclorvynolEthchlorovynolArvynolEthchlorvynolNSC 30372PlacidylSerensilSerenesilNormoson3-(β-Chlorvinyl)-1-pentyn-3-olRoeridorm1-Chloro-3-ethyl-1-penten-4-yn-3-olAlvinolEthyl β-Chlorovinyl Ethynyl CarbinolNostel

Brand Name

ArvynolNostelNormosanAlvinolPlacidilSerensilolineNormosonSerenilRoeridormSerensilSerenesilNormonsonNromosonPlacidyl

Names and Identifiers

Registration numbers

DrugBank ID

ATC CODE

Chemspider ID

KEGG ID

Wikipedia Title

CAS Number

Unique Ingredient Identifier

CHEMBL

PubChem CID

PubChem SID

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

1.8

Apperance

Clear Colorless Oil

Solubility

Ethyl Acetate

Chloroform

Pharmacology Properties

Legal Status

Schedule IV

Protein Bound

35–50%

Admin Routes

Oral

Product Information

Certificate of Analysis

Download link

Safety Information

Storage Condition

Controlled Substance, -20°C Freezer

MSDS Link

Download link

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB00189

Drug Groups

illicit; approved

Description

Ethchlorvynol is a sedative and hypnotic drug. It has been used to treat insomnia, but has been largely superseded and is only offered where an intolerance or allergy to other drugs exists. [Wikipedia]

Indication

Used for short-term hypnotic therapy in the management of insomnia for periods of up to one week in duration; however, this medication generally has been replaced by other sedative-hypnotic agents.

Pharmacology

Ethchlorvynol is a sedative drug and schedule IV (USA) controlled substance. It produces cerebral depression, however the exact mechanism of action is not known.

Toxicity

Symptoms of overdose include thrombocytopenia.

Affected Organisms

Humans and other mammals

Biotransformation

About 90% of a dose is metabolized in the liver. Some ethchlorvynol may also be metabolized in the kidneys. Ethchlorvynol and metabolites undergo extensive enterohepatic recirculation.

Absorption

Rapidly absorbed from gastrointestinal tract.

Half Life

Plasma half-life is approximately 10 to 20 hours, terminal half-life is 21-100 hours.

Protein Binding

35-50%

External Links

• [Wikipedia]

• [Drugs.com]

Wikipedia

Ethchlorvynol

TRC

E677000

Controlled substance (depressant). Sedative; hypnotic.

Molecule Details

References

PubChem Literature

From Data Sources

• Horwitz, et al.: Drug Metab. Dispos., 8, 77 (1980)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Academic Data

Commercial Catalog

Names and Identifiers

IUPAC Traditional name

1-chloro-3-ethylpent-1-en-4-yn-3-ol ethchlorvynol

IUPAC name

1-chloro-3-ethylpent-1-en-4-yn-3-ol (1E)-1-chloro-3-ethylpent-1-en-4-yn-3-ol

Synonyms

Brand Name

ArvynolNostelNormosanAlvinolPlacidilSerensilolineNormosonSerenilRoeridormSerensilSerenesilNormonsonNromosonPlacidyl

Registration numbers

DrugBank ID

ATC CODE

Chemspider ID

KEGG ID

Wikipedia Title

CAS Number

Unique Ingredient Identifier

CHEMBL

PubChem CID

PubChem SID

Properties

Physical Property

Hydrophobicity(logP)

1.8

Apperance

Clear Colorless Oil

Solubility

Ethyl Acetate

Chloroform

Pharmacology Properties

Legal Status

Schedule IV

Protein Bound

35–50%

Admin Routes

Oral

Product Information

Certificate of Analysis

Download link

Safety Information

Storage Condition

Controlled Substance, -20°C Freezer

MSDS Link

Download link

References

PubChem Literature

From Data Sources

• Horwitz, et al.: Drug Metab. Dispos., 8, 77 (1980)

Bioactivity

PubChem BioAssay

Molecule Details

DrugBank

DB00189

Drug Groups

illicit; approved

Description

Indication

Used for short-term hypnotic therapy in the management of insomnia for periods of up to one week in duration; however, this medication generally has been replaced by other sedative-hypnotic agents.

Pharmacology

Ethchlorvynol is a sedative drug and schedule IV (USA) controlled substance. It produces cerebral depression, however the exact mechanism of action is not known.

Toxicity

Symptoms of overdose include thrombocytopenia.

Affected Organisms

Humans and other mammals

Biotransformation

About 90% of a dose is metabolized in the liver. Some ethchlorvynol may also be metabolized in the kidneys. Ethchlorvynol and metabolites undergo extensive enterohepatic recirculation.

Absorption

Rapidly absorbed from gastrointestinal tract.

Half Life

Plasma half-life is approximately 10 to 20 hours, terminal half-life is 21-100 hours.

Protein Binding

35-50%

External Links

• [Wikipedia]

• [Drugs.com]

Wikipedia

Ethchlorvynol

TRC

E677000

Controlled substance (depressant). Sedative; hypnotic.

Molecule

ID:74